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Phthalides and 1,3-indandiones. VIII. Meerwein-Ponndorf reduction of 2-(p-X-aryl)-1,3-indandione and its polarographic evaluation

P. Hrnčiar and V. Podaný

Komensky University, Bratislava

Abstract: cf. CA 55, 18677d. The reaction conditions during the redn. of some 2-aryl derivs. of 1,3-indandione by Meerwein-Ponndorf's method are described. By comparing polarographic curves of the redn. products it was detd. that the reaction is quant. and that a mole equiv. of Al isopropylate (I) in excess is sufficient for the complete redn. of the derivs. With 1,3-indandione the enol is first formed because redn. with I does not occur. With 2-aryl-1,3-indandiones, redn. affects both carbonyl groups, which differs from the polarographic electrolysis where the redn. of the carbonyl groups is gradual.

Full paper in Portable Document Format: 1510a713.pdf (in Slovak)

Chemical Papers 15 (10) 713–720 (1961)